Carbonic acid-guanidine (1:1) → HCID 178497678, compound

HRID 2387805Notes

Reaction equation

HRID 2387805 reaction equation
C(=O)(O)O.[NH2:5][C:6]([NH2:8])=[NH:7].C([O:11][C:12]([CH:14]([C:28](=O)[CH3:29])[CH2:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][C:17]=1[O:26][CH3:27])=O)C>CO>[NH2:7][C:6]1[N:8]=[C:12]([OH:11])[C:14]([CH2:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][C:17]=2[O:26][CH3:27])=[C:28]([CH3:29])[N:5]=1

Participants

4

Reactant 2

HCID 286947Carbonic acid-guanidine (1:1)HCID 66819542Methyl 4-(2-(ethoxycarbonyl)-3-oxobutyl)-3-methoxybenzoate

Product 1

HCID 178497678HCID 178497678, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

Guanidine carbonate (8.73 g) was added in one portion to a solution of the product from step (i) (14.7 g) in MeOH (200 mL). The resulting mixture was stirred at 65° C. for 16 h and allowed to cool. The precipitate was collected by filtration and suspended in water (50 mL). The solid was collected by filtration, washed with MeOH (20 mL) and EtOAc (20 mL) to give the subtitle compound as a colourless solid 8.60 g that was used without further purification.

Workup

  1. temperatureto cool
  2. filtrationThe precipitate was collected by filtration
  3. filtrationThe solid was collected by filtration
  4. washwashed with MeOH (20 mL) and EtOAc (20 mL)

Sources & evidence

ORD record
ord-7da90b9c18f047bcb0966048cda4afca
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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